Azo dye.



man STATS ATET t me,

MYRTIL KAHN AND ANTON OSSENIBECK, OF ELBERFELD. GERMANY, ASSIGNORS TO FABBENFABRIKEN VORM. FRIEDRQ BAYER 5 00., 0F ELBERFELD, GERMANY, A

CORPORATION.

No Drawing.

T 0 all whom it may concern:

Be it known that we, Mynru. KAnx and ANTON ()ssnxnncu, doctors of philosophy, chemists, citizens of the GermanEmpire, residing at Elbert'cld, Germany, have invented new and useful Improvements in New Azo Dyes, of which thefollowing is a specification.-

Our invention relates to the manufacture and production of new azo dye stuti's which dyed or printed on chrome mordants give on cotton very clear pure red shades which are valuable substitutes for alizarin red. The news dyes are moreover remarkable for their fastness to chlorin.

The process of producing these new azo dyes consists in combining the'diazo-compounds of amino-benzoic acids, especially 'mctaand para-aminobenzoic acids, aminoanisie acid and homologues and derivatives of these compounds withacidyl-l amino-snaphthol suli'onic acids. The new dyes are after being dried and pulverized in the shape of their alkaline'salts dark powders soluble in water with a red color and soluble in concentratedsulfuric acid with from a. red to violet color. They yield upon reduction with iron and acetic acid .the above mentioned aminobenzoic acids and 1-acidylamino-T-amino-S-naphthol sulfonic acids.

in order to illustrate the new process more i'ully the following example is given, the

parts being by weight-13.8 parts ofmetaaminobenzoic acid are diazotizcd with 7 parts of sodium nitrite and hydrochloric acid and the iliazocomponml is introduced into a solution of 36 parts of 1-aeetylamino- S-iiaphthol-illi-disulfonic acid containing an excess of sodium carbonate. The mixture is stirred for several hours until the combination is'com )lele. The dye is then salted out, filtered oi and dried. It is after being.

dried and pulverized, in the'shape of its ,sodium salt a dark red' owder which is soluble in water with a. re color and which is split up by treatment with iron and acetic acid, meta-aminobenzoic acid -and. l-acetylamino 7 amino 8- naphthol-3.Gdisulfonic acid being obtained. It produces when printed with chromium acetate on cotton pure red shades similar to alizarin red.

A20 DYE.

Specification of Letters Patent. Patgnted July 19, 13141), Application filed March 25, 1910. Serial No. 551,586.

Theprocess is carried out in an analogous manner on using instead of meta-aminobenzoic acid, para-aminobenzoic acid, aminoanisic acid (C H OCH, NH COOH: 1:2:4) and other phenolic ethers of the oxyamiimbenzoic acid and homologues and derivatives of these compounds and instead of acid other acidyl compounds of this acid and acidyl compounds of other 1-amin0-8- naphthol sulfonic acids, such as l-acetylamino-S-naphthol t-sulfonic acid, etc.

We claim 1. The herein described new azo dyestuffs obtainable from the herein-specified diazotized aminobenzoic acids and l-acidylamino- S-naphthol sulfonic acid, which dyes are after being dried and pulverized, in the shape of their alkaline salts dark powders soluble in water with a red color and soluble in concentrated sulfuric acid with from a red to violet color, yielding upon reduction with iron and acetic acid the herein-specified amino-benzoic acids and 1-acidylamino-7- 'amino-S-naphthol sulfonic acids and dyeing chromed cotton red shades, described.

. 2. The herein described new azo dyestutf obtainable from meta-aminobenz'oic acid and 1 acetylainino 8 naphthol 3.6 disulfonic acid, which is in the shape of its sodium salt, after being dried and pulverized, a dark red powder soluble in water with a red substantially as color; yielding upon reduction with iron andacetic acid meta-aminobenzoic acid and 1 acetylaimno-7-ammo 8-naphthol-3.6-d1sulfomc acid; and producing when printed with 1-acctylamino-8-naphthol-3.6-disulfonic 1 chromium acetate on cotton pure red shades similar to alizarin red, substantially as described.

In testimony whereof we have hereunto set our hands in the presence of two subscribing witnesses.

MYRTTL KAHN. 1.35. ANTON OSSENBE K.

Witnesses:

O'r'ro KtSNIG, CHAS. J. \Vmon'r. 

